Wydział Chemii

Damian Myśliwiec

Marcin Stępień

2013

Angewandte Chemie - International Edition

52

1713-1717

10.1002/anie.201208547

Naukowa

Angielski

Artykuł

A new family of bowl‐shaped aromatic compounds swims into view (see picture). Quite unlike true jellyfish, chrysaoroles possess a rigid skeleton, which is assembled from fused carbazole units. Their synthesis involves a fold‐in step to convert a macrocyclic precursor into the bowl‐shaped target molecule.The chemistry of bowl‐shaped aromatic compounds, known as buckybowls and geodesic polyarenes, is an area of significant theoretical and practical interest.¹ The current extensive research on these systems has been largely motivated by their structural relationship to fullerenes and carbon nanotubes. Indeed, all‐carbon buckybowls, such as corannulene^1b,^1c,^1e, ² and sumanene,^1d, ³ can be viewed as nanotube end caps or fullerene sections, and have been explored as templates for controlled syntheses of well‐defined molecular forms of elemental carbon.⁴ However, the interest in bowl‐shaped aromatic compounds extends beyond the quest for new carbon‐rich materials and encompasses aspects of their internal strain,⁵ aromaticity,⁶ metal coordination,^1d, ⁷ and supramolecular chemistry.^1e All these facets of research create the need for new structural motifs and synthetic methodologies.^1f, ⁸

density functional calculations, fused ring systems, macrocycles, nitrogen heterocycles, NMR spectroscopy

http://dx.doi.org/10.1002/anie.201208547

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